YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
アセチレン系化合物の研究 (第11報)
閉環反応 その1 フラボン類の新合成法について
岡島 薬太郎
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1960 年 80 巻 3 号 p. 322-326

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1-Phenyl-3-(2-hydroxyphenyl)-, 1-(4-methoxyphenyl)-3-(2-hydroxyphenyl)-, and 1-(4-methoxyphenyl)-3-(2-hydroxy-4-methoxyphenyl)-1-propyn-3-ol were prepared and their oxidation with manganese dioxide gave the corresponding ketones, 1-propyn-3-ones. Application of polyphosphoric acid to these acetylenic ketones in glacial acetic acid afforded the corresponding flavones, i.e. flavone, 4′-methoxyflavone, and 7, 4′-dimethoxyflavone. Application of sodium hydroxide to the warm ethanolic solution of the acetylenic ketones resulted in the formation of corresponding benzylidene-coumaranone compounds, i.e. 2-benzylidene-, 2-(4-methoxybenzylidene)-, and 2-(4-methoxybenzylidene)-6-methoxycoumaran-3-ones.
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